Fmoc-3-(3'-Quinolyl)-L-Alanine
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Fmoc-3-(3'-Quinolyl)-L-Alanine

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Category
Fmoc-Amino Acids
Catalog number
BAT-014248
CAS number
281655-61-6
Molecular Formula
C27H22N2O4
Molecular Weight
438.47
Fmoc-3-(3'-Quinolyl)-L-Alanine
Size Price Stock Quantity
1 g $1099 In stock
5 g $3148 In stock
IUPAC Name
(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-quinolin-3-ylpropanoic acid
Synonyms
Fmoc-Ala(3'-Quinolyl)-OH; Fmoc-L-Ala[3-(3-Quinolyl)]; (S)-alpha-(Fmoc-amino)-3-Quinolinepropanoic acid
Density
1.3±0.1 g/cm3
Boiling Point
697.5±55.0 °C at 760 mmHg
InChI
InChI=1S/C27H22N2O4/c30-26(31)25(14-17-13-18-7-1-6-12-24(18)28-15-17)29-27(32)33-16-23-21-10-4-2-8-19(21)20-9-3-5-11-22(20)23/h1-13,15,23,25H,14,16H2,(H,29,32)(H,30,31)/t25-/m0/s1
InChI Key
HZZZBOUYIXBVNP-VWLOTQADSA-N
Canonical SMILES
C1=CC=C2C(=C1)C=C(C=N2)CC(C(=O)O)NC(=O)OCC3C4=CC=CC=C4C5=CC=CC=C35

Fmoc-3-(3'-Quinolyl)-L-Alanine, a specialized amino acid derivative, finds application in peptide synthesis and diverse biochemical uses. Here, we explore its key applications with elevated perplexity and burstiness:

Peptide Synthesis: Widely embraced in peptide synthesis, Fmoc-3-(3'-Quinolyl)-L-Alanine stands out for its proficiency in introducing precise functional groups. The quinolyl group, with its distinctive characteristics, serves as a gateway to exploring protein-protein interactions and peptide conformations. This attribute elevates the adaptability of synthetic peptides within the realm of research, offering unparalleled insights into molecular structures and functions.

Fluorescence-Based Assays: Leveraging the quinolyl group's fluorescence attributes, Fmoc-3-(3'-Quinolyl)-L-Alanine becomes an indispensable tool in conducting fluorescence-based assays for dissecting various biochemical processes. Its luminous properties enable seamless tracking of peptides within cellular milieus and real-time monitoring of biochemical reactions. This facet finds paramount utility in binding assays and enzyme activity evaluations, enriching our understanding of molecular interactions and cellular dynamics.

Drug Development: Pioneering advancements in drug development, Fmoc-3-(3'-Quinolyl)-L-Alanine emerges as a pivotal asset in fortifying peptide-based drug candidates. By integrating the quinolyl moiety, researchers enhance the pharmacokinetic and pharmacodynamic profiles of peptides, elevating their efficacy as therapeutic modalities. This amino acid derivative serves as a cornerstone for crafting peptides with heightened stability and biological potency, spearheading the evolution of pharmaceutical interventions.

Structural Biology: At the nexus of structural biology, Fmoc-3-(3'-Quinolyl)-L-Alanine shines as a beacon for introducing bespoke labels or probes into proteins and peptides. This groundbreaking approach facilitates in-depth exploration of protein structures and dynamics through cutting-edge techniques like nuclear magnetic resonance (NMR) and X-ray crystallography. It emerges as a potent instrument for unraveling the structural underpinnings of protein functionality and intermolecular interactions, unraveling the mysteries of biological systems.

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